ChemInform Abstract: Palladium-Catalyzed Organic Reactions in Aqueous Media

Different reactivities and selectivities are observed in water compared with those in organic solvents. In this article, such three examples are described. While ammonia was known not to react in metal-catalyzed allylic amination, palladium-catalyzed allylic amination using aqueous ammonia proceeded to afford primary amines in high yields. Second, allylboronates reacted with aldehydes in aqueous media to afford α-addition adducts exclusively in high yields with high diastereo- and enantioselectivities using Zn(OH)2with ligands as catalysts. Finally, it was found that catalytic use of In(0) was effective for the reactions of allylboronates with ketones in water.

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Non-Enzymatic Desymmetrization Reactions in Aqueous Media

Symmetry ◽

10.3390/sym13040720 ◽

2021 ◽

Vol 13 (4) ◽

pp. 720

Author(s):

Satomi Niwayama

Keyword(s):

Natural Products ◽

Total Synthesis ◽

Functional Groups ◽

Organic Compounds ◽

Recent Progress ◽

Aqueous Media ◽

Building Blocks ◽

Organic Reactions ◽

Environmentally Benign ◽

Enzymatic Desymmetrization

Symmetric organic compounds are generally obtained inexpensively, and therefore they can be attractive building blocks for the total synthesis of various pharmaceuticals and natural products. The drawback is that discriminating the identical functional groups in the symmetric compounds is difficult. Water is the most environmentally benign and inexpensive solvent. However, successful organic reactions in water are rather limited due to the hydrophobicity of organic compounds in general. Therefore, desymmetrization reactions in aqueous media are expected to offer versatile strategies for the synthesis of a variety of significant organic compounds. This review focuses on the recent progress of desymmetrization reactions of symmetric organic compounds in aqueous media without utilizing enzymes.

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ChemInform Abstract: Palladium-Catalyzed Direct Amination of Allylic Alcohols in Aqueous Media.

ChemInform ◽

10.1002/chin.201643041 ◽

2016 ◽

Vol 47 (43) ◽

Author(s):

Zhengyin Du ◽

Yufei Yan ◽

Ying Fu ◽

Kehu Wang

Keyword(s):

Aqueous Media ◽

Allylic Alcohols ◽

Direct Amination ◽

Palladium Catalyzed

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Palladium-Catalyzed Organic Reactions

Advances in Organometallic Chemistry ◽

10.1016/s0065-3055(08)60685-1 ◽

1975 ◽

pp. 363-452 ◽

Cited By ~ 78

Author(s):

Patrick M. Henry

Keyword(s):

Organic Reactions ◽

Palladium Catalyzed

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“Water soluble” palladium nanoparticle engineering for C–C coupling, reduction and cyclization catalysis

Green Chemistry ◽

10.1039/c9gc02546d ◽

2019 ◽

Vol 21 (24) ◽

pp. 6646-6657 ◽

Cited By ~ 7

Author(s):

A. Iben Ayad ◽

C. Belda Marín ◽

E. Colaco ◽

C. Lefevre ◽

C. Méthivier ◽

...

Keyword(s):

Aqueous Media ◽

Water Soluble ◽

Organic Reactions ◽

Palladium Nanoparticle ◽

High Turnover ◽

Highly Efficient ◽

Ppm Level

Water stable Pd-NPs prepared in an eco-friendly manner enable highly efficient catalysis of 6 organic reactions in aqueous media with quantities of Pd down to the ppm level and high turnover frequencies.

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